Journal
ORGANIC LETTERS
Volume 13, Issue 12, Pages 3254-3257Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol2012007
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Funding
- Ministry of Education, Culture, Sports, Science and Technology (MEXT), Japan
- Science Research Promotion Fund
- Grants-in-Aid for Scientific Research [21350056, 22750096] Funding Source: KAKEN
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Catalytic conversion of unreactive sp(3) C-O bonds in alkyl ethers to C-C bonds is described. Alkyl ethers bearing 2- or 4-pyridyl groups were coupled with triarylboroxines in the presence of a ruthenium catalyst. Triarylboroxines bearing a variety of functional groups including electron-withdrawing and -donating groups can be used for the reaction. No additional base was required for the coupling with the organoboron reagents, and base-sensitive groups can be tolerated. The reaction is considered to proceed via dehydroalkoxylation followed by addition of triarylboroxines to form C-C bonds.
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